A red covered bridge with a wooden walkway, surrounded by autumn foliage and trees.

Oxford Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Oxford holiday rentals

Interior

1. Private Apartment in Southbury 101

Private Apartment in Southbury 101
Southbury
9.6 out of 10, Exceptional, (7 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is HK$918
HK$2,041 total
includes taxes & fees
15 Sept - 16 Sept
Private Apartment in Southbury 101
Private kitchen

2. Private Apartment in Southbury 103

Private Apartment in Southbury 103
Southbury
9.4 out of 10, Exceptional, (6 reviews)
"It was amazing , clean and awesome and good time"
United States
Michael
The price is HK$855
HK$1,946 total
includes taxes & fees
16 Sept - 17 Sept
Private Apartment in Southbury 103
Exterior

3. Cozy One Bedroom Apartment Centrally Located in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
Southbury
10.0 out of 10, Exceptional, (36 reviews)
"Everything was perfect and it's a great place to stay. Highly recommended and the folks there are A+."
United States
Bob
The price is HK$692
HK$952 total
includes taxes & fees
20 Sept - 21 Sept
Cozy One Bedroom Apartment Centrally Located in Southbury
Living area

4. 191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital

191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
Derby
8.6 out of 10, Excellent, (8 reviews)
"Great stay! Perfect location for my needs. Clean and inviting rental. Modern and well kept. Will stay again. "
United States
Bary B.
191 Seymour, Ave. Derby · Spacious Renovated 3 bedroom near GriffinHospital
Interior

5. Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Watertown
8.4 out of 10, Very good, (12 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is HK$698
HK$960 total
includes taxes & fees
14 Sept - 15 Sept
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Outdoor dining

6. The Perch in the Purchase -- Cozy, unique, and private

The Perch in the Purchase -- Cozy, unique, and private
Southbury
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is HK$1,143
HK$1,811 total
includes taxes & fees
15 Sept - 16 Sept
The Perch in the Purchase -- Cozy, unique, and private
Living area

7. #43- Modern Luxury Log Cabin Retreat - Fire Pit

#43- Modern Luxury Log Cabin Retreat - Fire Pit
Prospect
9.4 out of 10, Exceptional, (3 reviews)
"3.5 rounding up to 4. We had a good stay overall. I travel fairly often and tend to reserve 5 stars for places where every detail of the guest experience feels really thoughtfully considered. This home was comfortable and worked fine for our trip, but it felt a bit more basic compared to some other rentals I’ve stayed in."
United States
Lauren P.
The price is HK$1,670
HK$3,724 total
includes taxes & fees
23 Sept - 24 Sept
#43- Modern Luxury Log Cabin Retreat - Fire Pit
Interior

8. Modern Westville Home near Yale and Hospitals

Modern Westville Home near Yale and Hospitals
West New Haven
10.0 out of 10, Exceptional, (5 reviews)
"Very clean and comfortable space. Excellent location and parking was a plus. We have stayed here twice and would definitely recommend to friends or family. "
United States
Thomas B.
The price is HK$762
HK$1,895 total
includes taxes & fees
12 Oct - 13 Oct
Modern Westville Home near Yale and Hospitals
Exterior detail

9. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is HK$1,176
HK$3,109 total
includes taxes & fees
1 Oct - 2 Oct
1-bedroom vacation home 22 minutes from Quinnipiac University
Interior

10. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
Oakville
The price is HK$2,141
HK$4,227 total
includes taxes & fees
14 Sept - 15 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

11. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
The price is HK$1,717
HK$4,235 total
includes taxes & fees
14 Sept - 15 Sept
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Interior

12. Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.
West New Haven
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful house, convenient location, great amenities, responsive host."
United States
Niels G.
The price is HK$4,705
HK$9,238 total
includes taxes & fees
16 Sept - 17 Sept
Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Minutes from Yale and downtown.
Dining

13. Spacious 2 Bedroom apartment close to Yale Bowl

Spacious 2 Bedroom apartment close to Yale Bowl
West New Haven
9.6 out of 10, Exceptional, (79 reviews)
"Clean, thoughtful, safe. Great stay"
United States
Daniel S.
The price is HK$980
HK$1,766 total
includes taxes & fees
22 Sept - 23 Sept
Spacious 2 Bedroom apartment close to Yale Bowl
Living area

14. Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Cheshire
9.0 out of 10, Wonderful, (24 reviews)
"Great place clean and quiet "
United States
James P.
The price is HK$967
HK$1,590 total
includes taxes & fees
22 Sept - 23 Sept
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Living area

15. Morse · Maison de Jardin Yale New Haven for Large Groups

Morse · Maison de Jardin Yale New Haven for Large Groups
Hamden
9.8 out of 10, Exceptional, (14 reviews)
"Conveniently located for our visit to New Haven. The house is wonderful and accommodated 7 of us easily. Lenie was terrific and warm, and made the whole process easy."
United States
Deborah A.
The price is HK$4,509
HK$6,274 total
includes taxes & fees
1 Oct - 2 Oct
Morse · Maison de Jardin Yale New Haven for Large Groups
Exterior

16. Angelica’s safe haven @ west haven

Angelica’s safe haven @ west haven
West Haven
10.0 out of 10, Exceptional, (7 reviews)
"We had a great stay. Comfortable home with a large living room. Beds were great. "
United States
Jason V.
The price is HK$1,059
HK$2,627 total
includes taxes & fees
14 Sept - 15 Sept
Angelica’s safe haven @ west haven
Living area

17. The Sicilian

The Sicilian
West New Haven
9.2 out of 10, Wonderful, (16 reviews)
"It was the perfect day and very convenient for our trip for our son’s graduation. Thank you for being so receptive and helpful."
United States
Michele B.
The price is HK$769
HK$1,853 total
includes taxes & fees
14 Sept - 15 Sept
The Sicilian
Lobby

18. Spacious Bohemian Nook

Spacious Bohemian Nook
West New Haven
8.4 out of 10, Very good, (9 reviews)
"We had a good time. Did some relaxing, a little beachtime and ate some good food."
United States
Erin S.
The price is HK$882
HK$1,993 total
includes taxes & fees
14 Sept - 15 Sept
Spacious Bohemian Nook
Living area

19. Spacious 3-bedroom apartment near Yale

Spacious 3-bedroom apartment near Yale
Dwight
10.0 out of 10, Exceptional, (1 review)
"Just an amazing place. Well thought out! Had everything we needed and even things we didn’t know we needed."
United States
Lara L.
The price is HK$1,765
HK$3,027 total
includes taxes & fees
14 Sept - 15 Sept
Spacious 3-bedroom apartment near Yale
Living area

20. Beautiful 3-bedroom apartment near Yale

Beautiful 3-bedroom apartment near Yale
Dwight
9.0 out of 10, Wonderful, (2 reviews)
"The host was great. We had some issues with the codes getting in but the host was most helpful. The stay was very nice. I wouldn't wander the neighborhood after dark but we had a great time,"
United States
Michelle
The price is HK$1,765
HK$3,457 total
includes taxes & fees
13 Oct - 14 Oct
Beautiful 3-bedroom apartment near Yale
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Oxford Hotel Reviews

Trumbull Marriott Shelton

Trumbull Marriott Shelton

8/10 Good
"Was always the “go to place” in the area to stay. Unfortunate they haven’t done any updates. Outdoor pool was gross, rooms needed fixing. Almost a ghost town. Again, unfortunate for Marriott"
Cheryl 3-night trip
Posted less than an hour ago
Trumbull Marriott Shelton

Find out more about Oxford

Search for holiday rentals in Oxford on Expedia! You can easily find your home rentals, villas, holiday apartments in Oxford using one of the methods below:

  • View our selection of featured holiday rentals in Oxford
  • Use the map to find apartments and other holiday homes in the Oxford neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oxford while they last

Look no further and take a look at our great range of rental properties in Oxford!

Frequently asked questions

Can I find a holiday rental in Oxford?

Yes, there are holiday rentals close to the most popular sights in Oxford, or you can select a more secluded option if you're looking for a relaxing stay. Oxford is known for its waterfalls and aquarium. Make sure you have time to check out the waterfront while you're in the area.

What are some of the best holiday rentals that Oxford has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: This holiday home rental outside of Oxford offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Oxford?

Choose from 3 Expedia holiday rentals in Oxford for a memorable holiday.

What’s there to see and do in Oxford?

While exploring the area, visit family-friendly sights like Quassy Amusement Park, or get outside and enjoy nature at Housatonic River. Southford Falls State Park and Kettletown State Park are other places to visit while you're in town.

What are holiday rentals like in Oxford?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Oxford. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for family trips or small group gatherings.